2-(2-methyl-thiazol-5-yl)-ethanol | 59977-20-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-methyl-thiazol-5-yl)-ethanol
• 英文别名: 2-(2-methyl-1,3-thiazol-5-yl)ethanol
• CAS: 59977-20-7
• 化学式: C₆H₉NOS
• 分子量: 143.21
• InChiKey: MAVHUYMYIPOYCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-methyl-thiazol-5-yl)-ethanol 、 3-(chloromethyl)-6-methylpyridin-2-ylamine hydrochloride 反应 0.33h， 以60%的产率得到3-(2-amino-6-methyl-pyridin-3-ylmethyl)-5-(2-hydroxy-ethyl)-2-methyl-thiazol-3-ium chloride hydrochloride
  参考文献：
  名称：

  Synthesis, in vitro and in vivo activity of thiamine antagonist transketolase inhibitors

  摘要：

  Tumor cells extensively utilize the pentose phosphate pathway for the synthesis of ribose. Transketolase is a key enzyme in this pathway and has been suggested as a target for inhibition in the treatment of cancer. In a pharmacodynamic study, nude mice with xenografted HCT-116 tumors were dosed with 1 ('N3'-pyridyl thiamine'; 3-(6-methyl-2-amino-pyridin-3-ylmethyl)-5-(2-hydroxyethyl)-4-methyl-thiazol-3-ium chloride hydrochloride), an analog of thiamine, the co-factor of transketolase. Transketolase activity was almost completely suppressed in blood, spleen, and tumor cells, but there was little effect on the activity of the other thiamine-utilizing enzymes alpha-ketoglutarate dehydrogenase or glucose-6-phosphate dehydrogenase. Synthesis and SAR of transketolase inhibitors is described. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.101
• 作为产物：
  描述：

  acetic acid 2-(2-methyl-thiazol-5-yl)-ethyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以2.05 g的产率得到2-(2-methyl-thiazol-5-yl)-ethanol
  参考文献：
  名称：

  Synthesis, in vitro and in vivo activity of thiamine antagonist transketolase inhibitors

  摘要：

  Tumor cells extensively utilize the pentose phosphate pathway for the synthesis of ribose. Transketolase is a key enzyme in this pathway and has been suggested as a target for inhibition in the treatment of cancer. In a pharmacodynamic study, nude mice with xenografted HCT-116 tumors were dosed with 1 ('N3'-pyridyl thiamine'; 3-(6-methyl-2-amino-pyridin-3-ylmethyl)-5-(2-hydroxyethyl)-4-methyl-thiazol-3-ium chloride hydrochloride), an analog of thiamine, the co-factor of transketolase. Transketolase activity was almost completely suppressed in blood, spleen, and tumor cells, but there was little effect on the activity of the other thiamine-utilizing enzymes alpha-ketoglutarate dehydrogenase or glucose-6-phosphate dehydrogenase. Synthesis and SAR of transketolase inhibitors is described. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.101

文献信息

• Methods of Treating or Preventing Cardiac Disease Associated With a High Fat Diet
  申请人：Thomas Merlin

  公开号：US20090088461A1

  公开（公告）日：2009-04-02

  The present invention relates to a method of treating or preventing cardiac disorders, myocardial inflammation or myocardial oxidative stress associated with a high fat diet or in a patient subjected to a high fat diet using the thiazolium compounds and compositions of the invention. The present invention also relates to a method of ameliorating weight gain, myocardial AGE accumulation associated, mitochondrial superoxide production, RAGE expression or PPARα expression with a high fat diet or in a patient subjected to a high fat diet using the thiazolium compounds and compositions of the invention.

  本发明涉及一种使用该发明的噻唑类化合物和组合物治疗或预防与高脂饮食相关的心脏疾病、心肌炎症或心肌氧化应激的方法。本发明还涉及一种使用该发明的噻唑类化合物和组合物改善与高脂饮食相关的体重增加、心肌AGE积累、线粒体超氧化物产生、RAGE表达或PPARα表达的方法。
• Preventing and reversing the formation of advance glycosylation endproducts
  申请人：Cerami Anthony

  公开号：US20070025926A1

  公开（公告）日：2007-02-01

  The present invention relates to compositions and methods for inhibiting and reversing nonenzymatic cross-linking (protein aging). Accordingly, compositions are disclosed which comprise an agent capable of inhibiting the formation of advanced glycosylation endproducts of target proteins, and which additionally reverse pre-formed crosslinks in the advanced glycosylation endproducts by cleaving alpha-dicarbonyl-based protein crosslinks present in the advanced glycosylation endproducts. Certain useful agents are thiazolium salts. The method comprises contacting the target protein with the composition. Both industrial and therapeutic applications for the invention are envisioned, as food spoilage and animal protein aging can be treated. A novel immunoassay for detection of the reversal of the nonenzymatic crosslinking is also disclosed.

  本发明涉及用于抑制和逆转非酶促交联（蛋白老化）的组合物和方法。因此，披露了包含一种能够抑制目标蛋白质的高级糖基化终产物的形成的药剂的组合物，并且通过裂解在高级糖基化终产物中存在的α-二羰基基础蛋白交联来逆转预先形成的交联。某些有用的药剂是噻唑盐。该方法包括将目标蛋白质与该组合物接触。该发明既可以在工业上应用，也可以在治疗上应用，因为可以治疗食品变质和动物蛋白质老化。还披露了一种新型的免疫测定方法，用于检测非酶促交联的逆转。
• Olfactory signature and odorant mixture having the same
  申请人：Yeda Research and Development Co. Ltd.

  公开号：US11062794B2

  公开（公告）日：2021-07-13

  An odorant mixture is disclosed. The odorant mixture comprises N odorant components wherein N equals at least 20. Each odorant component is characterized by a multidimensional vector of attributes. A z score of an average of characteristic distances between vectors corresponding to odorant components in the mixture and vectors corresponding to odorant components in a group of M odorant components but not in the mixture is less than 2.

  本发明公开了一种气味剂混合物。气味剂混合物包括 N 种气味剂成分，其中 N 至少等于 20。每个气味成分由一个多维属性向量表征。混合物中的气味成分对应向量与 M 组气味成分中但不在混合物中的气味成分对应向量之间的平均特征距离的 Z 值小于 2。
• CYCLOPENTYLACRYLAMIDE DERIVATIVE
  申请人：Kyorin Pharmaceutical Co., Ltd.

  公开号：EP2275414B1

  公开（公告）日：2015-06-10
• REVERSING ADVANCED GLYCOSYLATION CROSS-LINKS USING HETEROCYCLIC-SUBSTITUTED THIAZOLIUM SALTS
  申请人：Alteon, Inc.

  公开号：EP1128830A1

  公开（公告）日：2001-09-05